HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid monohydrate → 5-Hydroxy-2-[(2-oxo-1-imidazolidinyl)methyl]-4(1H)-pyridinone, p-toluenesulfonate salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 2-[(2-Oxo-1-imidazolidinyl)methyl]-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone | HCID 14182475 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Hydroxy-2-[(2-oxo-1-imidazolidinyl)methyl]-4(1H)-pyridinone, p-toluenesulfonate salt | HCID 14182477 | 84.4% |
Reaction Steps
To a solution of 2-[(2-oxo-1-imidazolidinyl)methyl]-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)pyridinone (4.98 g; 12.8 mmol) in dimethylformamide (90 ml) was added p-toluenesulfonic acid monohydrate (4.86 g; 25.6 mmol) and palladium on charcoal (1.0 g), and hydrogen was bubbled through the mixture for 30 minutes. The catalyst was filtered off by suction and the filtrate evaporated in vacuo. The residue was triturated with dichloromethane and ether, and the product filtered off by suction, yielding 4.12 g of the title compound, melting point 195° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04743685 |
| Source dataset | uspto-grants-1988_05 |
| ORD ID | ord-e0ee885fda1641998dbd480f87c56258 |
| Source note | uspto-grants-1988_05 |